| 초록 |
We havebeen interested in the synthesis of the vicinal hydroxy moiety via an intramolecular regioselective opening reaction of γ-amino-α,β-epoxy esters. We have sought to achieve the unusual regioselctivity by opening the α-position of the epoxy esters. After trying many Lewis acids asa catalayst, we have learned the reaction with nBu3SnCl or TMSN3 with DMAP generates the oxazinone, whichwould be the result of the equilibrium with trans-oxazolidinone which is resulted from opening theβ-position of the epoxy ester. We haveconfirmed that the equilibrium in deed takes place by applying the same conditions to the trans-oxazolidinone. |
